Director, Insurance Captive & Accounting

Greystar•Charleston, SC

3d•Hybrid

About The Position

The Director, Insurance Captive & Accounting sits within the Risk Management team and is the owner of the organization's captive insurance program and broader risk financing strategy. This role manages captive operations, program performance reporting, capital planning, and new program development. This role works closely with risk managers and the captive Board of Directors to execute the strategy of the captive. The Director carries a dotted-line relationship with Accounting and Finance, coordinating on premium allocations, deposit accounting, and MIP/risk fee forecasting, but is not responsible for owning the enterprise accounting function. The role also partners closely with Treasury, Actuarial, Legal, Payroll, and GMS to execute risk financing programs. This position is a key advisor to senior leadership on captive performance, capital allocation, new program opportunities, and risk financing strategy in support of the company's enterprise risk management objectives.

Requirements

Bachelor's degree in Risk Management, Finance, Accounting, Business Administration, or related field.
8–10 years of progressive experience in captive insurance, risk finance, or related insurance disciplines.
Experience independently managing a complex insurance program, captive entity, or alternative risk financing structure.
Demonstrated success developing executive-level reporting, forecasts, and financial analyses.
Excellent communication and negotiation abilities.
Knowledge of current market trends and regulatory requirements.
Abilities to create and manage stakeholder relationships.
Deep understanding of captive insurance operations, reinsurance structures, and risk financing strategy.
Strong financial modeling, forecasting, and business analysis capabilities, including NPV and volatility analysis.
Working knowledge of insurance/risk finance accounting principles sufficient to partner effectively with Finance and Accounting.
Knowledge of internal controls, regulatory compliance, and audit processes for captive entities.
Ability to operate autonomously and communicate complex insurance and financial concepts to executive audiences.
Proven ability to lead cross-functional initiatives and influence stakeholders across Treasury, Finance, Actuarial, Legal, and Payroll.

Nice To Haves

ARM, CPCU, CIRA, CPA, or other relevant professional designations.
Experience with captive insurance company operations and governance.
Background in real estate, asset management, or other complex multi-entity organizations.
Experience working directly with insurance regulators, auditors, and actuaries.

Responsibilities

Direct financial management and operational oversight of the company's captive insurance programs.
Own loss run validation, actuarial reporting review, and financial reconciliations to ensure accuracy and consistency across reporting sources.
Establish and document internal controls and governance frameworks for captive and risk finance workflows.
Facilitate reinsurance premium and loss payment tracking and monitor compliance with captive regulatory and program obligations.
Oversee the captive auditor relationship, ensuring timely policy issuance, and manage relationships with actuaries, third-party administrators, and other strategic vendors.
Partner with the Treasurer to develop recommendations on captive capitalization, funding requirements, and distribution strategy.
Coordinate with Treasury and Finance on implementation and monitoring of investment policy for captive assets.
Evaluate regulatory capital requirements against downside risk exposure and business objectives.
Develop and deliver reporting on captive and risk financing program performance, including value creation generated beyond the captive.
Design and maintain underwriting performance summaries, forecasting models, and performance dashboards.
Present program results and strategic recommendations to executive leadership.
Perform NPV, volatility, and sensitivity analysis to evaluate new program and risk transfer opportunities.
Build the governance frameworks, controls, and operating procedures required to implement newly approved programs.
Maintain a consolidated risk management view of accounting activity and budgets, in coordination with Finance and Accounting.
Assist with premium allocation methodologies across business units and/or the captive.
Own deposit accounting activities when captive solutions are not appropriate and provide oversight of program revenue/expense items sitting at the company rather than within the captive.
Partner with the property management business to develop risk fee projections and forecasting assumptions.
Lead Workers' Compensation audit reviews and coordinate audit activities with Payroll (scope pending finalization per current working memo).

Benefits

Competitive Medical, Dental, Vision, and Disability & Life insurance benefits.
Low (free basic) employee Medical costs for employee-only coverage; costs discounted after 3 and 5 years of service.
Generous Paid Time off.
All new hires start with 15 days of vacation, 4 personal days, 10 sick days, and 11 paid holidays.
Plus your birthday off after 1 year of service!
Additional vacation accrued with tenure.
For onsite team members, onsite housing discount at Greystar-managed communities are available subject to discount and unit availability.
6-Week Paid Sabbatical after 10 years of service (and every 5 years thereafter).
401(k) with Company Match up to 6% of pay after 6 months of service.
Paid Parental Leave and lifetime Fertility Benefit reimbursement up to $10,000 (includes adoption or surrogacy).
Employee Assistance Program.
Critical Illness, Accident, Hospital Indemnity, Pet Insurance and Legal Plans.
Charitable giving program and benefits.